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Tert-butyl (S)-3,3-difluoro-4-hydroxypyrrolidine-1-carboxylate

  • CAS No. 1873374-41-4

  • Cat. No. CS-0505528
  • Purity≥98%
  • MDL No.MFCD30803952

*For research and further manufacturing use only, not for direct human use.

Tert-butyl (S)-3,3-difluoro-4-hydroxypyrrolidine-1-carboxylate|CS-0505528

Structure of 1873374-41-4

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General Information

  • CAS No. 1873374-41-4
  • Cat. No. CS-0505528
  • Purity ≥98%
  • MDL No. MFCD30803952
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅F₂NO₃
  • Molecular Weight 223.22
  • Synonym(s) tert-Butyl (4S)-3,3-difluoro-4-hydroxypyrrolidine-1-carboxylate
  • SMILES O=C(N1CC(F)(F)[C@@H](O)C1)OC(C)(C)C

Description

Tert-butyl (S)-3,3-difluoro-4-hydroxypyrrolidine-1-carboxylate is a chiral pyrrolidine derivative featuring a bench-stable tert-butyl carbamate protecting group and a sterically hindered difluoromethyl moiety. The hydroxyl function enables downstream derivatization, while the electron-deficient fluorinated ring enhances metabolic stability and modulates conformational preferences in bioactive molecule design.

Application

Tert-butyl (S)-3,3-difluoro-4-hydroxypyrrolidine-1-carboxylate serves as a stereochemically defined pyrrolidine building block with enhanced metabolic stability due to the geminal difluorine substitution. The hydroxyl group enables facile derivatization via esterification or ether formation, while the tert-butyl carbamate provides robust protection under standard synthetic conditions. This compound functions as a versatile intermediate in the synthesis of fluorinated heterocycles and bioactive molecules, offering excellent bench stability and compatibility with common coupling and reduction protocols.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   1.2333
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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